Holiday rentals with a kayak in St. Simons

Apartment in St. Simons Island

4.87 out of 5 average rating, 53 reviews

C2 Pet-friendly, 1 BR, 1 BA, sleeps 5

Spend your day exploring St. Simons & evenings relaxing in this lovely 1 BR, 1 BA condo that sleeps 5. Recently renovated with stainless steel appliances, LVP flooring, & walk in shower. In addition to the king size bed, there are 2 sleeper sofas in the living room. Well equipped kitchen, full size W/D in unit. Watch the 50” tv w/HD channels in the living room, or the 32” tv in the bedroom. Free Wi-Fi plus hot spots at both pools & in the clubhouse. Located on 2nd level with covered balcony.

5 out of 5 average rating, 53 reviews

Golden Isles Getaway on the Marsh w/Dock

Beautiful 4-Bedroom home on deep water w/a dock. Enjoy boating and fishing just mins from Jekyll Island and St. Simons Island. Four spacious bedrooms sleep 9 comfortably. Large deck for outdoor dining and relaxing. Classic Coastal Bungalow design with all the modern conveniences including a game room. Gorgeous views of the water with available Kayaks. Deep water dock and boathouse with fish clean table. Dog friendly with extra $95 fee. Please no cats, the owners are allergic. No garage access.

On Golden Marsh

1708 Ocean Rd. is an amazing retreat to beauty. You'll love the Marsh View sunsets from your many porches, along with multiple beach access options just a short walk away. Guests have access to the entire home includes. a Master Bedroom suite. Get the best marsh view on the island! Parking for 3-4 cars. You'll enjoy a stretch of beach like no other from Gould's Inlet to the Coast Guard Station and the East Beach is neighborhood of single-family homes You'll feel immediately at rest.

4.96 out of 5 average rating, 91 reviews

Southern Charm - Sauna - Pond- Privacy

Crafted for an unforgettable stay! Escape to your private 3.5+ acre retreat, where location blends with nature. Unwind by the pool, secluded sauna, peaceful hammocks, or scenic 1-acre pond with options of friendly duck feeding, fishing, paddle and row boats. Relax in a king bed, Italian leather theater seats, and a spa-style walk-in shower. Spend evenings by the firepit or grill, and enjoy bocce, volleyball, cornhole, basketball, and classic board games—all tailored for your delight.

4.95 out of 5 average rating, 21 reviews

Close to Beach! Free Golf Cart and Kayaks

Your family will be close to everything when you stay at this beautiful southside home w/ picturesque views of the sun setting over a beautiful lake & private dock! Weekly renters have free use of the golf cart driving on back roads through oak-lined streets (avoiding main roads & traffic) right to the beach and village less than 2 miles. You will love watching many coastal birds and fishing on this active marsh lake with the fish leaping. We provide 2 kayaks and fishing poles!

Guest suite in St. Simons Island

4.93 out of 5 average rating, 146 reviews

The Lake Loft in St. Simons Island

Relax at our cozy boho-feel getaway spot on Lake Turner minutes from the beach, shops, and Village. A quiet, studio-esque space walking-distance to Gascoigne Park (disc golf!), St. Simons Marina, Epworth By the Sea, and a recently added tandem kayak to play on the lake. The space features three beds, a hammock chair, mini-kitchen coffee/tea bar with Berkey water. Also a great spot to enjoy coffee in the morning sun filtering through the live oak trees above.

4.95 out of 5 average rating, 38 reviews

Peaceful St Simons Island Home: 1 Mi to Pier!

Discover the tranquility of St. Simons Island, Georgia, at this magnificent 4-bedroom, 4.5-bathroom vacation rental. Boasting a fully equipped kitchen for preparing home-cooked meals, a furnished patio, and the convenience of provided bicycles and kayaks for easy outdoor exploration, this house is a paradise for families and groups! When you're ready to head out, take a scenic stroll through Massengale Park or visit the St. Simons Island Lighthouse Museum!

Superhost

Island in Jekyll Island

Private Island Experience Day Trips, Events, Tours

Explore Little Raccoon Key: Day Trips, Tours, Corporate Events, and Exclusive Extras Your private island adventure awaits! Perfect for day trippers, corporate events, and team-building retreats, our island offers a range of tours, charters, and exclusive extras that promise an unforgettable experience. Whether you’re seeking a marine adventure, a relaxing retreat, or a gourmet culinary experience, Little Raccoon Key has something for everyone.

4.85 out of 5 average rating, 13 reviews

Walking distance to beach, dog friendly, hot tub

Your family will be close to everything when you stay at this centrally-located home lined with southern oaks to create a peaceful family atmosphere. The fenced in backyard is entertainment central with firepit, charcoal grill, hot tub, porch fireplace, outdoor shower, large yard for the many available yard games and romping with your dog. Or just relaxing in your rocking chair with your favorite beverage on the veranda.

5 out of 5 average rating, 21 reviews

New cozy gem!

Enjoy this brand new, handicapped accessible 3 bed/2 bath home. There is a boat ramp, playground and pier less than half a mile. Blythe Island Regional Park has a boat launch, pier, swimming, kayaking and the only handicapped playground in Glynn County 5 miles away. Minutes to St. Simon's Island, Jekyll Island, Sea Island, shopping and some of the best local seafood restaurants the Golden Isles has to offer.

4.96 out of 5 average rating, 54 reviews

Palm Lake Escape (Dog Friendly)

Experience coastal Georgia from this spectacular 4-bedroom, 2.5-bath vacation rental house located in The Golden Isles. Up to 8 lucky travelers will have access to the dock on a spring fed lake. Spend afternoons swimming or kayaking on this lovely lake. Plan a day trip to St. Simons, Jekyll Island, or Cumberland Island before roasting s'mores at the outdoor fire pit. Fishing is catch and release only.